Heterocyclic Building Blocks-benzodioxan

The benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid,cas is 4442-53-9, mainly used in chemical industry, its synthesis route is as follows.

Example 106a (S)-ethyl 4-amino-5-(2-(2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamido)-3-methylbutoxy)-2-methylquinoline-3-carboxylate Prepared as in Example 24a from (S)-ethyl 4-amino-5-(2-amino-3-methylbutoxy)-2-methylquinoline-3-carboxylate (Example 95b) and 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid as brown solid (36%). MS 494 (MH+).

4442-53-9, As the rapid development of chemical substances, we look forward to future research findings about 4442-53-9

Reference£º
Patent; SENOMYS, INC.; US2011/245353; (2011); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

20197-75-5, Methyl 1,4-Benzodioxan-6-carboxylate is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 121 7-Nitro-2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester Nitric Acid (18 mL) was added dropwise to a solution of 15.0 g (77.3 mmol) of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester in 45 mL of HOAc. The solution was heated at 60¡ã C. for 1.5 h. An additional 9 mL of HNO3 was then added and heating was continued for 1.5 h at 70¡ã C. The reaction was poured into ice-H2O and the solid product was collected, washed well with H2O and dried. Recrystallization from heptane-toluene yielded 16.8 g of the title compound as yellow crystals: mass spectrum (electron impact, m/e): 239., 20197-75-5

As the paragraph descriping shows that 20197-75-5 is playing an increasingly important role.

Reference£º
Patent; American Cyanamid Company; US6288082; (2001); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2879-20-1

General procedure: Equimolar quantities of substituted benzaldehyde and 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one or 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one were dissolved in 40% KOH and ethanol. The reactionmixture was then stirred for 10 h and poured into ice-cold water. Theprecipitated product was washed with water, dried, and recrystallizedfrom ethanol.

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Parambi, Della Grace Thomas; Oh, Jong Min; Baek, Seung Cheol; Lee, Jae Pil; Tondo, Anna Rita; Nicolotti, Orazio; Kim, Hoon; Mathew, Bijo; Bioorganic Chemistry; vol. 93; (2019);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2).

3663-80-7, 3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Article; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2879-20-1

General procedure: A series of sixteen novel 1, 4-benzodioxane-based thiosemicarbazones(3a-p) was synthesized by reacting appropriatethiosemicarbazide (1a-p) (5 mmol) and 1, 4-benzodioxan-6-ylmethyl ketone (2) (5 mmol) in methanol (15 mL) using glacialacetic acid (1e2 drops) as catalyst. Reflux at 80 C for 6 h wascarried out and the product formation and the reaction completion were examined by thin layer chromatography. Upon completion,the reaction mixturewas allowed to cool at r.t and the solid productwas collected by suction filtration followed by washing with hotmethanol and then dried in vacuum. Finally, the target thiosemicarbazonesderivatives were recrystallized from chloroformmethanolmixture (1:1) in good to excellent yields. The X-raymeasurements were read by mounting a 3m single crystal on agreased MiTe Gen loop and was inspected through thediffractometer (Bruker D8 Venture APEX diffractometer) at 296 (2)K by means of graphite-monochromated MoeK a radiation(l 0.71073 A); diffractometer was complimented with an areadetector (Photon 100 CCD) along with a cooler (Oxford Cryostream).APEX-II software was used to collect Data [41] and SAINTwas operated for integration [42] The SADABS (multi-scanapproach) was used for correction in absorption [43]. and intrinsicphasing (SHELXT)was employed to the solve the structure [44]. Fullleast squares refinement of all detected reflections were used todetermine the final cell constants and assign positions of all atomsother than H to the consequential difference maps via refinementagainst F2. Whereas H atoms were assigned location and addedagainst F2 and were refined by riding model. SHELXL-97 wasimplemented to refine anisotropically [45]. The CCDC (CSD depositionnumbers 1874544) of the structure has been deposited. Thedetailed characterization of compounds 3a e 3p are given insupporting informations.

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shehzad, Muhammad Tariq; Khan, Ajmal; Islam, Muhammad; Hameed, Abdul; Khiat, Mohammed; Halim, Sobia Ahsan; Anwar, Muhammad U.; Shah, Syed Raza; Hussain, Javid; Csuk, Rene; Khan, Samra; Al-Harrasi, Ahmed; Shafiq, Zahid; Journal of Molecular Structure; vol. 1209; (2020);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.274910-19-9,(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,as a common compound, the synthetic route is as follows.

A solution of 2,3-dihydro-1,4-benzodioxin-5-ylmethanol (Intermediate A1) (commercially available from Aldrich) (3 g, 18.1 mmol) in THF (100 mL) was treated with manganese(IV) oxide, activated (commercially available from Aldrich): MnO2 (10 g, 115 mmol) at rt. The mixture was heated to 35 C. for 2 h and 60 C. for 4 h followed by 18 h at room temperature (rt). The mixture was filtered through celite and the solvent was removed under vacuum. The residue was purified by chromatography on silica gel with 20% EtOAc:hexanes to give 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (Intermediate A2) 2.6 g (88%). A mixture of 4-iodo-1-tritylimidazole (commercially available) (8.64 g, 19.8 mmol) in dichloromethane (100 mL) at -10 C. was treated with ethyl magnesium bromide (6.3 mL, 19 mmol, 3M in THF) and allowed to react for 45 m. A solution of 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (Intermediate A2) (2.6 g, 15.9 mmol) in dichloromethane was added via syringe at -10 C. and stirred for 45 m. The mixture was quenched with water (50 mL) and a sat. solution of ammonium chloride (50 mL). The residue was isolated in a typical aqueous workup and purified by chromatography on silica gel with 3 to 5% NH3-MeOH:CH2Cl2 to give (2,3-dihydro-benzo[1,4]dioxin-5-yl)-(1-trityl-1H-imidazol-4-yl)-methanol (Intermediate A3) as a solid, 2.9 g (40%). A solution of (2,3-dihydro-benzo[1,4]dioxin-5-yl)-(1-trityl-1H-imidazol-4-yl)-methanol (Intermediate A3) (1 g, 2.11 mmol) in dichloromethane (30 mL) was reacted with TFA:trifluoroacetic acid (5.3 mL, 68 mmol)) and triethylsilane (TES) (2.8 mL, 17 mmol) at rt for 24 h. The mixture was evaporated under reduced pressure and quenched with solid NaHCO3. This material was subjected to an aqueous work-up and the residue was purified by chromatography on silica gel with 5% NH3-MeOH:CH2Cl2 to yield 5-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1H-imidazole (Intermediate A4) 330 mg (72%). A mixture of 5-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1H-imidazole (Intermediate A4) (260 mg, 1.2 mmol) in THF (10 mL) and water (10 mL) was treated with NaHCO3 (1 g, 12 mmol) and phenylchlorothionoformate (0.42 mL, 3.13 mmol) for 3 h at rt. The mixture was diluted with diethyl ether (35 mL) and water (10 mL). The aqueous layer was removed and extracted with ether (2¡Á10 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated under vacuum. The residue was treated with triethylamine (1 mL) in methanol (9 mL) at rt for 16 h. The solvent was removed and the product was isolated and purified either by tituration with CH2Cl2:hexane or by chromatography on SiO2 with EtOAc or 3% MeOH:CH2Cl2. This gave 4-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1,3-dihydro-imidazole-2-thione (Compound-1) 150 mg (50%). 1H NMR (300 MHz, DMSO-d6 w/TMS): delta 11.9 (brs, 1H), 11.7 (s, 1H), 6.76-6.65 (m, 3H), 6.41 (s, 1H), 4.28-4.21 (m, 4H), 3.61 (s, 2H)., 274910-19-9

As the paragraph descriping shows that 274910-19-9 is playing an increasingly important role.

Reference£º
Patent; Allergan, Inc.; US2006/69144; (2006); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A series of sixteen novel 1, 4-benzodioxane-based thiosemicarbazones(3a-p) was synthesized by reacting appropriatethiosemicarbazide (1a-p) (5 mmol) and 1, 4-benzodioxan-6-ylmethyl ketone (2) (5 mmol) in methanol (15 mL) using glacialacetic acid (1e2 drops) as catalyst. Reflux at 80 C for 6 h wascarried out and the product formation and the reaction completion were examined by thin layer chromatography. Upon completion,the reaction mixturewas allowed to cool at r.t and the solid productwas collected by suction filtration followed by washing with hotmethanol and then dried in vacuum. Finally, the target thiosemicarbazonesderivatives were recrystallized from chloroformmethanolmixture (1:1) in good to excellent yields. The X-raymeasurements were read by mounting a 3m single crystal on agreased MiTe Gen loop and was inspected through thediffractometer (Bruker D8 Venture APEX diffractometer) at 296 (2)K by means of graphite-monochromated MoeK a radiation(l 0.71073 A); diffractometer was complimented with an areadetector (Photon 100 CCD) along with a cooler (Oxford Cryostream).APEX-II software was used to collect Data [41] and SAINTwas operated for integration [42] The SADABS (multi-scanapproach) was used for correction in absorption [43]. and intrinsicphasing (SHELXT)was employed to the solve the structure [44]. Fullleast squares refinement of all detected reflections were used todetermine the final cell constants and assign positions of all atomsother than H to the consequential difference maps via refinementagainst F2. Whereas H atoms were assigned location and addedagainst F2 and were refined by riding model. SHELXL-97 wasimplemented to refine anisotropically [45]. The CCDC (CSD depositionnumbers 1874544) of the structure has been deposited. Thedetailed characterization of compounds 3a e 3p are given insupporting informations., 2879-20-1

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

Reference£º
Article; Shehzad, Muhammad Tariq; Khan, Ajmal; Islam, Muhammad; Hameed, Abdul; Khiat, Mohammed; Halim, Sobia Ahsan; Anwar, Muhammad U.; Shah, Syed Raza; Hussain, Javid; Csuk, Rene; Khan, Samra; Al-Harrasi, Ahmed; Shafiq, Zahid; Journal of Molecular Structure; vol. 1209; (2020);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3663-80-7

To a solution of the carboxylic acid (1 equiv) and 2-amino-5- bromobenzamide (prepared according to the procedure in Scheme 2. 1 equiv) in DMF (0.3 mL) was added HATU (1.2 equiv) and N-methylmorpholine (2 equiv). The resulting mixture was stirred at room temperature overnight. After removal of solvent by rotary evaporation, the residue was dissolved in ethyl acetate (15 mL) and washed with an aqueous 1 Nu HCl solution (2 x 10 mL), a saturated aqueous Nua2C03 solution (2 x 10 mL), and brine (10 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the crude amide product was taken to the next reaction without further purification.

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

Reference£º
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Compound 1 was prepared according to Scheme 5, shown below. The coupling of 2,3-dihydrobenzo[b][l ,4]dioxine-2-carboxylic acid and hydrazinecarbothioamide via an addition reaction and subsequent dehydration was performed in the presence of hydroxybenzotriazole (HOBt), l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, and triethylamine (TEA) dissolved in tetrahydrofuran (THF). A cyclization reaction of 2- (2,3-dihydrobenzo[b][l,4]dioxine-2-carbonyl)hydrazinecarbothioamide was performed in an aqueous solution of NaOH (95percent) to afford the thiol intermediate. Finally, the ttle compound was formed by treating the thiol with sulfuric acid in acetic acid.

3663-80-7, The synthetic route of 3663-80-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; ZAPOL, Warren M.; BLOCH, Kenneth D.; NAKAGAWA, Akito; LUI, Francine E.; FREEDMAN, Revital; WO2015/106240; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of amine 4 (1 equiv.), DMAP(1.2 equiv.), EDC (1.2 equiv.), and anhydrousCH2Cl2 was stirred at room temperature,and then aromatic acid (1.2 equiv.)wasadded and the mixture was stirred at roomtemperature for 4?6 h. After completion ofthe reaction as indicated by TLC, CH2Cl2was removed on the rotary evaporator togive a red solid. The solid obtained waspurified by silica gel column chromatographywith ethyl acetate/petroleum ether asthe eluent to give compounds 5a?5m.Yields: 50?90percent., 3663-80-7

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

Reference£º
Article; Wang, Ke; Liu, Zhan-Zhu; Journal of Asian Natural Products Research; vol. 16; 3; (2014); p. 296 – 303;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem